Dolutegravir acetal

Dolutegravir acetal is a synthetic acetal derivative of the HIV integrase inhibitor dolutegravir, featuring a tetrahydrofuran ring linked via an acetal oxygen to the parent pyrimidinone scaffold. The modification introduces a 1,3-dioxolane moiety at the terminal hydroxyl of the cyclopropylmethyl side chain, replacing the native hydroxyl with a ketal functionality. This impurity arises during API synthesis via acid-catalyzed glycosylation of the alcohol precursor. The compound retains the core 2,6-dimethylpyrimidin-4(3H)-one pharmacophore but exhibits altered solubility and HPLC retention due to the acetal's steric bulk. Serves as an HPLC reference standard for dolutegravir impurity profiling in pharmaceutical quality control.